Job Description

Sydney | Permanent

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You will be responsible for a Windows estate supporting hundreds of restaurant sites and corporate offices. The role is hands-on, with a clear brief to improve how the fleet is deployed, monitored, patched and automated.

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The immediate priority is better fleet standards and observability. From there, the focus is PowerShell automation and practical AI use cases that reduce monitoring noise and manual triage.

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You will guide one Infrastructure Analyst and act as the senior escalation point, but this is not a step-away-from-the-tools management job. Network delivery sits with a specialist MSP, so your attention stays on Windows engineering and proactive operations.

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The work

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- Set consistent standards for Windows deployment, configuration, hardening, patching and lifecycle management.
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- Build a clearer real-time view of fleet health through better monitoring, observability and alerting.
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- Automate common infrastructure tasks and response processes using PowerShell and APIs.
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- Turn recurring incidents into permanent fixes through strong root cause analysis.
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- Keep Microsoft 365, Teams and Zoom secure, reliable and performing to standard.
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- Coach the Infrastructure Analyst,



coordinate specialist partners and take part in the rostered on-call arrangement.
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What we are looking for

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- Deep, current Windows endpoint and server engineering experience.
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- A track record of setting standards across a large or distributed fleet.
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- Hands-on experience implementing or materially improving monitoring and alerting.
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- Strong PowerShell skills. Python, JavaScript and REST API experience are useful.
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- Broad experience across production support, security, patching, change and difficult escalations.
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- The confidence to mentor a small team and keep external partners accountable.
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- Practical curiosity about AI and the judgement to identify safe, helpful applications.
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Experience in retail, hospitality, POS or another multi-site environment is highly regarded. Microsoft Power Platform, Azure, virtualisation and relevant Microsoft certifications are useful alongside the core Windows and automation depth.

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The scale matters here. Better monitoring, patching and automation will be felt across a national estate that runs around the clock. You will be able to raise technical standards while staying close enough to the setting to see whether the changes work.

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📌 Infrastructure Lead (New South Wales)
🏢 Fyndr Group
📍 New South Wales